January 20, 2025 – January 20, 2029
| Date | Milestone | Status |
|---|---|---|
| Jan 20, 2025 | Inauguration Day | Completed |
| Jan 20, 2025 | Gulf of America Executive Order | Completed |
| Feb 1, 2025 | Tariff Executive Orders Announced | Completed |
| Feb 4, 2025 | Trump Proposes US Takeover of Gaza | Completed |
| Feb 28, 2025 | Contentious Zelenskyy White House Meeting | Completed |
| Mar 1, 2025 | English Declared Official Language | Completed |
| Mar 4, 2025 | Joint Address to Congress | Completed |
| Mar 4, 2025 | Mexico/Canada Tariffs Take Effect (25%) | Completed |
| Mar 24, 2025 | Hegseth Signal Leak Exposed | Completed |
| Apr 9, 2025 | Reciprocal Tariffs Take Effect | Completed |
| Apr 29, 2025 | 100 Days | Completed |
| May 30, 2025 | Elon Musk Leaves DOGE | Completed |
| Jun 7, 2025 | National Guard Deployed to Los Angeles | Completed |
| Jun 15, 2025 | G7 Summit in Canada (Trump leaves early) | Completed |
| Jun 22, 2025 | US Strikes Iranian Nuclear Sites | Completed |
| Jul 4, 2025 | One Big Beautiful Bill Act Signed | Completed |
| Jul 31, 2025 | White House Ballroom Announced ($200M) | Completed |
| Aug 11, 2025 | National Guard Deployed to Washington DC | Completed |
| Aug 15, 2025 | Trump-Putin Summit in Alaska | Completed |
| Sep 5, 2025 | Department of War Executive Order | Completed |
| Sep 10, 2025 | Charlie Kirk Assassinated in Utah | Completed |
| Sep 30, 2025 | Hegseth Military Leadership Meeting at Quantico | Completed |
| Oct 1, 2025 | Government Shutdown Begins | Completed |
| Oct 8, 2025 | Israel-Hamas Agreement Reached | Completed |
| Oct 20, 2025 | White House East Wing Demolition Begins | Completed |
| Nov 4, 2025 | Prop 50 Passes (California Redistricting) | Completed |
| Nov 12, 2025 | Government Shutdown Ends | Completed |
| Nov 12, 2025 | Trump Posts About Epstein Files | Completed |
| Nov 15, 2025 | Trump Calls MTG "Traitor" | Completed |
| Dec 31, 2025 | TCJA Expiration (Tax Cliff) | Pending |
| Jan 20, 2026 | Year One | Pending |
| Jan 21, 2026 | Supreme Court Arguments: Trump v. Cook | Pending |
| Jan 30, 2026 | Funding Deadline | Pending |
| Apr 17, 2026 | China Port Service Fee Hike (Phase 1) | Pending |
| Apr 25, 2026 | White House Correspondents' Dinner | Pending |
| Jun 3, 2026 | 500 Days | Pending |
| Jun 14, 2026 | G7 Summit in France | Pending |
| Jul 4, 2026 | DOGE Authorization Expires | Pending |
| Jul 7, 2026 | NATO Summit in Ankara | Pending |
| Nov 3, 2026 | Midterm Elections | Pending |
| Dec 14, 2026 | G20 Summit at Trump Doral | Pending |
| Jan 3, 2027 | 120th Congress Convenes | Pending |
| Jan 20, 2027 | Year Two | Pending |
| Apr 17, 2027 | China Port Service Fee Hike (Phase 2) | Pending |
| Oct 16, 2027 | 1000 Days | Pending |
| Jan 20, 2028 | Year Three | Pending |
| Jul 14, 2028 | LA Olympics Opening Ceremony | Pending |
| Nov 7, 2028 | Presidential Election | Pending |
| Dec 31, 2028 | "No Tax on Tips" Deduction Sunsets | Pending |
| Jan 20, 2029 | Term End | Pending |